PHENOL OXIDATION AND BIOSYNTHESIS .17. INVESTIGATIONS ON BIOSYNTHESIS OF SINOMENINE

PHENOL OXIDATION AND BIOSYNTHESIS .17. INVESTIGATIONS ON BIOSYNTHESIS OF SINOMENINE
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DOI:
10.1039/j39680000929
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发表时间:
1968-01-01
期刊:
JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC
影响因子:
--
通讯作者:
KIRBY, GW
KIRBY, GW
中科院分区:
其他
文献类型:
--
作者:
BARTON, DHR;KIRBY, AJ;KIRBY, GW

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对青风藤中青藤碱的生物合成进行了研究。根据酚偶联理论,牛心果碱,而不是'原青藤碱'被证明是生物碱的前体。最近分离和鉴定的名为sinoacutine的salutaridine的对映体已被证明是青藤碱的有效前体。在生物合成的后期阶段已经进行了研究,两个明显可能的途径被证明是不正确的。它已被证明不是来自青藤碱异青藤碱,或sinoacutine。acutumine中的氯不是通过后处理过程而是通过真正的生物合成过程引入的。
The biosynthesis of sinomenine in Sinomenium acutum has been investigated. In accordance with phenol coupling theory, reticuline, rather than ‘protosinomenine’ is shown to be the precursor of the alkaloid. The enantiomer of salutaridine, recently isolated and characterised under the name sinoacutine, has been demonstrated to be an efficient precursor of sinomenine. Later stages in the biosynthesis have been investigated and two apparently probable paths shown to be incorrect.The alkaloid acutumine has been investigated briefly. It has been shown not to be derived from sinomenine isosinomenine, or sinoacutine. The chlorine in acutumine is not introduced by a working-up process but by a true process of biosynthesis.